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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1991771Generated: October 30, 2026

Sodium Hydroxide → 5-ethyl-2,3-dihydro-1H-indole

https://huagongshe.com/reaction/1991771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant5-Ethyl-1-(phenylsulfonyl)indolineHCID 14112952—
SolventHydrogen BromideHCID 260—
Product5-ethyl-2,3-dihydro-1H-indoleHCID 1678811934%

Reaction Steps

A mixture of 5-ethyl-1-(phenylsulfonyl)indoline (15 g, 0.050 mol) in HBr (48%, 162 mL) was heated at reflux for 6 h. The mixture was basified with sat. NaOH to pH 9 and then it was extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica column to give 5-ethylindoline (2.5 g, 32%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07645789B2
Source datasetuspto-grants-2010_01
ORD IDord-45354492c7004f3eb4777f13611fcfa5
Source noteuspto-grants-2010_01